Compare towns

Winchester vs Killingly vs Derby vs Winsted

Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.

What stands out worked out from the figures below

Winchester has the oldest population (median age 49.1).
Killingly has the most kids (19.8% under 18).
Derby has the most people working from home (15.1%).
Winsted has the most affordable homes ($219k median).

What matters to you?

Pick a few. We’ll pull those rows to the top and mark which town comes out ahead on each. There’s no overall score: what matters is up to you.

MeasureWinchesterKillinglyDerbyWinsted
People
Population
10,284
17,867Highest
12,487
6,977Lowest
Growth since 20102010 → 2020 census — —
-4.5%Highest
CT: +0.9%
-6.7%Lowest
CT: +0.9%
Median age
49.1±6.2Highest
19% above CT
39.5±3Lowest
4% below CT
46.4±3.1
13% above CT
47.6±7.3
16% above CT
Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.4%±2.9
CT: 20.2%
19.8%±2.3Highest
CT: 20.2%
14.6%±2.9
CT: 20.2%
14.4%±3.3Lowest
CT: 20.2%
Killingly and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
27.4%±5.1Highest
CT: 18.5%
19.7%±2.4Lowest
CT: 18.5%
21.1%±3.9
CT: 18.5%
25%±4.2
CT: 18.5%
Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
27.8%
CT: 42.5%
22.9%Lowest
CT: 42.5%
35.6%Highest
CT: 42.5%
26.8%
CT: 42.5%
Enrolled in collegeshare of residents
4.2%±1.7Lowest
CT: 7.1%
5.4%±1.9
CT: 7.1%
5.9%±2Highest
CT: 7.1%
4.9%±2.4
CT: 7.1%
Derby and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$66,519±$12k
31% below CT
$84,350±$8kHighest
12% below CT
$79,500±$11k
17% below CT
$64,871±$12kLowest
32% below CT
Killingly and Derby are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$249,500±$17k
32% below CT
$288,600±$15kHighest
21% below CT
$256,700±$21k
30% below CT
$218,900±$14kLowest
40% below CT
Killingly and Derby are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,174±$116
21% below CT
$1,044±$141Lowest
30% below CT
$1,452±$95Highest
about the CT average
$1,183±$130
20% below CT
Property taxmedian, yearly
$4,780
28% below CT
$3,922
41% below CT
$5,510Highest
17% below CT
$3,754Lowest
43% below CT
Renters paying 30%+of income on rent
48.9%±15.8
CT: 52.6%
42.8%±10.9Lowest
CT: 52.6%
53.9%±12.6Highest
CT: 52.6%
45.5%±16.7
CT: 52.6%
Derby and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
12.8%
CT: 10%
11.4%
CT: 10%
10.8%Lowest
CT: 10%
15.9%Highest
CT: 10%
Housing
Homeownersof occupied homes
65.8%
CT: 66.5%
71.6%Highest
CT: 66.5%
61.9%
CT: 66.5%
54.7%Lowest
CT: 66.5%
Typical home builtmedian year
1955
12 yrs older than CT
1968Highest
1 yr newer than CT
1967
same as CT
1942Lowest
25 yrs older than CT
Getting to work
Average commuteone way
26 min
about the CT average
28 minHighest
5% above CT
27 min
about the CT average
25 minLowest
5% below CT
Work from home
6.9%±2.7Lowest
CT: 16%
11.1%±2.3
CT: 16%
15.1%±4.8Highest
CT: 16%
7.7%±3.5
CT: 16%
Derby and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Schools
Public school scoresrank in state, math + reading #97 of 149 in CT #136 of 149 in CT #138 of 149 in CT —
School district Explorations District · Regional School District 07 Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS Derby School District —
High school in town Northwestern Regional High School Killingly High School Derby High School —
Students per teacherat that high school
9.7Lowest
11.1Highest
9.7Lowest
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CT average · Sources: U.S. Census Bureau, American Community Survey 5-year estimates 2020–2024; 2010 & 2020 decennial census; NCES Common Core of Data. “±” is the Census margin of error. Property tax is top-coded by the Census at $10,000+. School rank compares math and reading proficiency against the state average.